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Mmsb-OH Linker
Chemical name: 2-((4-(hydroxymethyl)-3-methoxyphenyl)sulfinyl)acetic acid // Synonyms: 2-methoxy-4-methylsulfinylbenzyl alcohol, safety catch Mmsb-OH, 2-((4-(hydroxymethyl)-3-methoxyphenyl)sulfinyl)acetic acid, 2-Methoxy-4-carboxymethylsulfinyl benzyl alcohol
- Product code:RL-3895
- CAS No.:1234793-64-6
- Formula:C10H12O5S
- Molecular weight:244.26 g/mol
from $468.75
description
This building block may be immobilized via the carboxy function. The benzyl alcohol function may be used to build up a structure that has a hydroxy group upon release. The hydroxyl group is released by reduction of the sulfoxide, followed by acidolysis with TFA.
references
A new safety-catch protecting group and linker for solid-phase synthesis; S. Thennarasu, C.-F. Liu; Tetrahedron Lett. 2010; 51(24): 3218-3220. https://doi.org/10.1016/j.tetlet.2010.04.047
Solid-Phase Peptide Synthesis Using a Four-Dimensional (Safety-Catch) Protecting Group Scheme; S. Noki, E. Brasil. H. Zhang, T. Bruckdorfer, B. G. de la Torre, F. Albericio; J. Org. Chem. 2022; 87: 9443-9453. https://doi.org/10.1021/acs.joc.2c01056
Semipermanent C-Terminal Carboxylic Acid Protecting Group: Application to Solubilizing Peptides and Fragment Condensation; M. Paradis-Bas, J. Tulla-Puche, F. Albericio; Org. Lett. 2015; 17(2): 294–297. https://doi.org/10.1021/ol5033943
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